Dimethyl-p-toluidine → 6,8-Dichloro-3-(5-cyclopropyl-[1,2,4]oxadiazol-3-yl)-4H-2,5,10b-triaza-benzo[e]azulene

HRID 351853

反応式

HRID 351853 の反応式
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[N:6]3[C:10]([CH2:11][NH:12][C:13](=O)[C:4]=2[CH:3]=1)=[C:9]([C:15]1[N:19]=[C:18]([CH:20]2[CH2:22][CH2:21]2)[O:17][N:16]=1)[N:8]=[CH:7]3.CN(C)C1C=CC(C)=CC=1.P(Cl)(Cl)([Cl:37])=O>ClC1C=CC=CC=1>[Cl:37][C:13]1[C:4]2[CH:3]=[C:2]([Cl:1])[CH:24]=[CH:23][C:5]=2[N:6]2[C:10]([CH2:11][N:12]=1)=[C:9]([C:15]1[N:19]=[C:18]([CH:20]3[CH2:22][CH2:21]3)[O:17][N:16]=1)[N:8]=[CH:7]2

参加物

5

反応物 3

HCID 7471Dimethyl-p-toluidineHCID 24813Phosphorus oxychlorideHCID 22713497HCID 22713497、化合物

生成物 1

HCID 227135456,8-Dichloro-3-(5-cyclopropyl-[1,2,4]oxadiazol-3-yl)-4H-2,5,10b-triaza-benzo[e]azulene収率 63%

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒

実験手順

8-Chloro-3-(5-cyclopropyl-[1,2,4]oxadiazol-3-yl)-4,5-dihydro-2,5,10b-triaza-benzo[e]azulen-6-one (0.84 g, 2.5 mmol) was suspended in chlorobenzene (8 mL), N,N-dimethyl-p-toluidine (1.1 mL, 7.4 mmol) and phosphorus oxychloride (0.34 mL, 3.7 mmol) were added and the mixture was refluxed overnight. The resulting solution was evaporated and the residue was purified by chromatography on silica gel in CH2Cl2/acetone 10:1. One obtained a white solid (0.56 g, 63%). mp 200° C. m/z 359(M).

後処理

  1. temperaturethe mixture was refluxed overnight
  2. customThe resulting solution was evaporated
  3. customthe residue was purified by chromatography on silica gel in CH2Cl2/acetone 10:1

出典と根拠

ORDレコード
ord-80f739d1ea654a9eb6c80e6283701e33
出典データセット
uspto-grants-2004_06
特許番号
US06743789B2

関連ノート

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